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Holiday homes in Kissimmee (Page 37)

Enjoy your stay and find the best Holiday homes in Kissimmee at affordable prices

Searching for a holiday home in Kissimmee (Florida)? Explore a great selection of vacation homes in Kissimmee to find the one that best fits to your needs, starting from $62 per night. Holiday homes offer a relaxing escape, providing a cozy retreat for vacationers seeking a home away from home.

Holiday-homes in Kissimmee and region (20 miles)
Castle Street Memories in Kissimmee, USA

Castle Street Memories

Holiday home in Kissimmee, Florida
Set in Kissimmee, 22 km from Gatorland and 23 km from ESPN Wide World of Sports, Castle Street Memories offers free WiFi, a shared lounge and air cond...
  • Parking
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

no reviews

from $325.51 Show details »

2 Bed 5325 in Kissimmee, USA

2 Bed 5325

Holiday home in Kissimmee, Florida , 5325 Barefoot Path, Kissimmee, FL 34746
Located 10 minutes drive from Disney Springs, 2 Bed 5325 features a private, indoor pool and terrace.
  • Parking
  • Outdoor pool
  • Swimming pool
  • Swimming Pool
  • Tea/Coffee maker

Exceptional 2 Reviews 10.0

from $129.00 Show details »

Orlando Boho Villa in Kissimmee, USA

Orlando Boho Villa

Villa in Kissimmee, Florida , 5235 Warrior Lane
Situated in Kissimmee, 8.8 km from Disney Springs and 9.4 km from Disneys Boardwalk, Orlando Boho Villa features accommodation with free WiFi, air con...
  • Parking
  • Family rooms
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

no reviews

from $315.00 Show details »

4970PMS - Don Caster Home (B) in Kissimmee, USA

4970PMS - Don Caster Home (B)

Holiday home in Kissimmee, Florida
4970PMS - Don Caster Home (B) is located in Kissimmee, 23 km from ESPN Wide World of Sports, 23 km from Disneys Hollywood Studios, and 24 km from Disn...
  • Parking
  • Fitness centre
  • TV
  • Air conditioning
  • Hairdryer

no reviews

from $211.92 Show details »

Kissimmee Villa with Private Pool about 13 Mi to Disney in Kissimmee, USA

Kissimmee Villa with Private Pool about...

Villa in Kissimmee, Florida
Within 22 km of Gatorland and 23 km of ESPN Wide World of Sports, Resort Villa with Own Pool and Spa - 13 Mi to Disney offers free WiFi and a terrace.
  • Parking
  • Internet facilities
  • Shower
  • Bath
  • TV

Exceptional 1 Reviews 10.0

from $255.00 Show details »

4983BS - Bawtry Estate (B) in Kissimmee, USA

4983BS - Bawtry Estate (B)

Holiday home in Kissimmee, Florida
4983BS - Bawtry Estate (B) is set in Kissimmee, 23 km from ESPN Wide World of Sports, 23 km from Disneys Hollywood Studios, as well as 24 km from Disn...
  • Parking
  • TV
  • Air conditioning
  • Hairdryer
  • Refrigerator

no reviews

from $213.51 Show details »

LONG STAYS! Lakefront - Gated Pool Home in Orlando, USA

LONG STAYS! Lakefront - Gated Pool Home

Holiday home in Orlando near Kissimmee, Florida , 1102 Darnaby Way
Boasting a seasonal outdoor swimming pool, a garden, and a terrace, MONTHLY STAYS!✰ Lakefront ↠ Gated Pool Home offers accommodation in Orlando wi...
  • Parking
  • Restaurant
  • Family rooms
  • Outdoor pool
  • Swimming pool

no reviews

from $325.43 Show details »

Cozy Home Minutes Away From Disney in Kissimmee, USA

Cozy Home Minutes Away From Disney

Holiday home in Kissimmee, Florida , 5365 Hawk Drive
Situated in Kissimmee and only 9 km from Disney Springs, Pearl Villa features accommodation with garden views, free WiFi and free private parking.
  • Parking
  • Family rooms

no reviews

from $150.00 Show details »

Kissimmee Sanctuary with Lanai and Pool Table! in Kissimmee, USA

Kissimmee Sanctuary with Lanai and Pool...

Holiday home in Kissimmee, Florida
Kissimmee Sanctuary with Lanai and Pool Table! is located in Kissimmee, 24 km from ESPN Wide World of Sports, 24 km from Disneys Hollywood Studios, as...
  • Parking
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

no reviews

from $171.00 Show details »

Be Our Guest at Ellis Exclusive Villas in Kissimmee, USA

Be Our Guest at Ellis Exclusive Villas

Holiday home in Kissimmee, Florida , 2424 Hybrid drive, Crescent Lakes
Boasting air-conditioned accommodation with a private pool, lake view and a patio, Be Our Guest is situated in Kissimmee.
  • Family rooms
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

no reviews

from $194.04 Show details »

Sunlit Doral Woods House with Lanai and Heated Pool! in Kissimmee, USA

Sunlit Doral Woods House with Lanai and...

Holiday home in Kissimmee, Florida
Within 21 km of Gatorland and 25 km of ESPN Wide World of Sports, Sunlit Doral Woods House with Lanai and Heated Pool! offers free WiFi and a terrace.
  • Parking
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

no reviews

from $136.57 Show details »

Charming Kissimmee Retreat with Pool and Lanai! in Kissimmee, USA

Charming Kissimmee Retreat with Pool and...

Holiday home in Kissimmee, Florida
Charming Kissimmee Retreat with Pool and Lanai! is situated in Kissimmee, 23 km from ESPN Wide World of Sports, 24 km from Disneys Hollywood Studios, ...
  • Parking
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

no reviews

from $171.00 Show details »

Harmony Isle in Kissimmee, USA

Harmony Isle

Holiday home in Kissimmee, Florida , 5310 Harmony Pl
Harmony Isle is set in Kissimmee, 23 km from Gatorland, 24 km from ESPN Wide World of Sports, as well as 25 km from Disneys Hollywood Studios.
  • Parking
  • Fitness centre
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

Pleasant 2 Reviews 6.5

from $184.00 Show details »

Cheerful 4 Bedroom/4 Bathroom Townhouse in Kissimmee, USA

Cheerful 4 Bedroom/4 Bathroom Townhouse

Villa in Kissimmee, Florida , 2751 Corvette Lane
Situated in Kissimmee, 7.4 km from ESPN Wide World of Sports and 7.7 km from Disneys Hollywood Studios, Cheerful 4 Bedroom/4 Bathroom Townhouse featur...
  • Parking
  • Swimming pool
  • Swimming Pool

Superb 7 Reviews 9.3

from $211.77 Show details »

Regal Oaks Townhomes 2627 in Kissimmee, USA

Regal Oaks Townhomes 2627

Holiday home in Kissimmee, Florida
Regal Oaks Townhomes 2627 is located in Kissimmee, 7.6 km from ESPN Wide World of Sports, and provides a patio, garden, and free WiFi.
  • Parking
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

Exceptional 5 Reviews 9.6

from $253.67 Show details »

Regal Oaks Resort Townhouse in Kissimmee, USA

Regal Oaks Resort Townhouse

Holiday home in Kissimmee, Florida , 2635 Corvette Lane
Set 7.9 km from Disneys Hollywood Studios, Regal Oaks Resort Townhouse offers accommodation in Kissimmee with access to a hot tub.
  • Parking
  • Bar
  • Family rooms
  • Outdoor pool
  • Swimming pool

no reviews

from $221.07 Show details »

Bright & Sunny 4 BR 4 Bath Home Near Attractions in Orlando, USA

Bright & Sunny 4 BR 4 Bath Home Near Att...

Villa in Orlando near Kissimmee, Florida , 2773 Corvette Lane
Featuring an outdoor swimming pool, a fitness centre, a garden and a shared lounge, Bright & Sunny 4 BR 4 Bath Home Near Attractions is set in the Cel...
  • Parking
  • Bar
  • Fitness centre
  • Family rooms
  • Outdoor pool

Very good 2 Reviews 8.5

from $211.77 Show details »

2 Bedrooms 2,5 Bathrooms Regal Oaks 2618 Cl in Kissimmee, USA

2 Bedrooms 2,5 Bathrooms Regal Oaks 2618...

Holiday home in Kissimmee, Florida , 2618 Corvette Lane
2 Bedrooms - 2,5 Bathrooms - Regal Oaks 2618 CL is situated in the Celebration district of Kissimmee, 8.3 km from Disneys Blizzard Beach Water Park, 9...
  • Parking
  • Swimming pool
  • Swimming Pool

no reviews

from $199.33 Show details »

Regal Oaks Townhomes 2702 in Orlando, USA

Regal Oaks Townhomes 2702

Holiday home in Orlando near Kissimmee, Florida
Regal Oaks Townhomes 2702 is set in Orlando, 7.4 km from ESPN Wide World of Sports, and offers a patio, garden, and free WiFi.
  • Parking
  • Pets allowed
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

Good 10 Reviews 7.3

from $93.67 Show details »

Scarlet in Orlando, USA

Scarlet

Holiday home in Orlando near Kissimmee, Florida , 2740 Coupe Street
Boasting an outdoor swimming pool, a fitness centre, a garden and a shared lounge, Scarlet is situated in the Celebration district of Orlando, only 7....
  • Parking
  • Restaurant
  • Bar
  • Fitness centre
  • Family rooms

Fabulous 4 Reviews 9.0

from $280.00 Show details »

Disney Vacation Paradise - Hot Tub - Sleeps 8 in Orlando, USA

Disney Vacation Paradise - Hot Tub - Sle...

Holiday home in Orlando near Kissimmee, Florida , 2705 Camaro Drive
Offering a fitness centre and free WiFi, Disney Vacation Paradise - Hot Tub - Sleeps 8 is set in the Celebration district in Orlando, 7.2 km from ESPN...
  • Parking
  • Fitness centre

Superb 17 Reviews 9.2

from $170.04 Show details »

Modern Retreat at Regal Oaks Resort in Orlando, USA

Modern Retreat at Regal Oaks Resort

Holiday home in Orlando near Kissimmee, Florida
Set in Orlando in the Florida region, Modern Retreat at Regal Oaks Resort features a patio.
  • Parking
  • Fitness centre
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

no reviews

from $223.67 Show details »

Family Vacation Spot at Regal Oaks Resort in Orlando, USA

Family Vacation Spot at Regal Oaks Resor...

Holiday home in Orlando near Kissimmee, Florida
Situated in Orlando in the Florida region, Family Vacation Spot at Regal Oaks Resort features a patio.
  • Parking
  • Pets allowed
  • Fitness centre
  • Outdoor pool
  • Swimming pool

no reviews

from $254.28 Show details »

Sunshine Magic in Kissimmee, USA

Sunshine Magic

Holiday home in Kissimmee, Florida
Featuring air-conditioned accommodation with a private pool, Sunshine Magic is located in Kissimmee.
  • Parking
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

Pleasant 1 Reviews 7.0

from $340.01 Show details »

Regal Oaks Mins to Disney in Orlando, USA

Regal Oaks Mins to Disney

Holiday home in Orlando near Kissimmee, Florida , 2720 Camaro Drive
Situated in Orlando, 7.1 km from ESPN Wide World of Sports and 7.4 km from Disneys Hollywood Studios, Regal Oaks Mins to Disney OldTOwn features accom...
  • Parking
  • Pets allowed
  • Bar
  • Outdoor pool
  • Kids' pool

Superb 9 Reviews 9.3

from $162.15 Show details »

Number of Holiday homes in Kissimmee 1000
Number of guest ratings 63551
Average price per night $205.76
Lowest price per night $62.00
Highest price per night $1.220.00

Most popular Holiday-homes in Kissimmee

The most popular Holiday-homes in Kissimmee based on average guest rating (Top 10).

Cheapest Holiday-homes in Kissimmee

The cheapest Holiday-homes in Kissimmee based on room rate per night (Top 10).

Most booked Holiday-homes in Kissimmee

The most booked Holiday-homes in Kissimmee based on popularity with guests (Top 10).

Holiday homes in Kissimmee (Florida), comfortable and familiar

Staying in a holiday or vacation home in Kissimmee can be a great alternative to a hotel or resort. They can range from small cottages to luxurious villas, and are often located in popular tourist destinations such as beaches or mountains. One of the main benefits is the privacy and flexibility that comes with having your own space. Unlike a hotel room, a holiday home provides you with a living area, kitchen, and sometimes even outdoor space, allowing you to cook your own meals, relax in comfort, and enjoy the company of your friends or family without the interruptions of other guests.

Holiday homes often offer more space than a hotel room. This can be particularly useful for families or groups of friends traveling together, who may need more than one room or want to avoid the cramped feeling of a single hotel room. They can also provide a more authentic travel experience, allowing guests to immerse themselves in the local culture and lifestyle. This can be particularly appealing for those who prefer to stay in quieter, residential areas away from the hustle and bustle of tourist hotspots.

Find the best Holiday home in Kissimmee for your needs

Holiday homes should offer a comfortable and enjoyable stay, providing all the necessary amenities and conveniences to make your vacation experience memorable. At a minimum, your holiday home in Kissimmee should offer a clean and well-maintained living space with comfortable furnishings, adequate lighting, and climate control.

In addition to basic amenities such as a fully equipped kitchen, comfortable bedding, and clean linens and towels, holiday homes should also offer modern conveniences such as Wi-Fi, cable or streaming TV, and laundry facilities. A private outdoor space, such as a balcony or terrace, can also add to the overall enjoyment. They can also offer additional features such as a swimming pool, hot tub, or outdoor grill. Location is also important, for example, close to popular tourist attractions, restaurants and shopping areas.

Accommodation data and pictures provided by Booking.com